(2R,3R)-4-(beta-D-Glucopyranosyloxy)-2,3-bis(4-hydroxy-3-methoxybenzyl)butyl beta-D-glucopyranoside | CAS No. 148244-82-0

(2R,3R)-4-(beta-D-Glucopyranosyloxy)-2,3-bis(4-hydroxy-3-methoxybenzyl)butyl beta-D-glucopyranoside

Basic Information

CAS Number

148244-82-0

Molecular Formula

C32H46O16

Molecular Weight

686.7 g/mol

AD

Basic Physical Properties

Physical State

Powder

Solubility

H2O: soluble1mg/mL, clear, colorless

COC1=C(C=CC(=C1)CC(COC2C(C(C(C(O2)CO)O)O)O)C(CC3=CC(=C(C=C3)O)OC)COC4C(C(C(C(O4)CO)O)O)O)O

InChI

InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3/t17-,18-,23+,24+,25+,26+,27-,28-,29+,30+,31+,32+/m0/s1

InChIKey

SBVBJPHMDABKJV-PGCJWIIOSA-N

LogP

-2.234399999999994

Topological Polar Surface Area

257.67999999999995 Ų

Hydrogen Bond Donor/Acceptor

10 / 16

Complexity

861

Synonyms & References

English

  • MS-31118
  • CCG-270376
  • Secoisolariciresinol-Diglucoside
  • (2R,3R,4S,5S,6R)-2-[(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
  • rac Secoisolariciresinol Diglucoside
  • (2R,3R)-2,3-Bis((4-hydroxy-3-methoxyphenyl)methyl)-1,4-butanediyl bis-beta-D-glucopyranoside
  • .BETA.-D-GLUCOPYRANOSIDE, (2R,3R)-2,3-BIS((4-HYDROXY-3-METHOXYPHENYL)METHYL)-1,4-BUTANEDIYL BIS-
  • DTXCID60383588
  • beta-D-GLUCOPYRANOSIDE, (2R,3R)-2,3-BIS((4-HYDROXY-3-METHOXYPHENYL)METHYL)-1,4-BUTANEDIYL BIS-
  • SDG
  • Q4161320
  • 158932-33-3
  • Bmhb-diglc
  • LGM2605
  • Secoisolarisiresinol diglucoside
  • AKOS030573403
  • 148244-82-0
  • E1451
  • SCHEMBL16307898
  • Secoisolariciresinol diglycoside
  • C32H46O16
  • CHEMBL2425486
  • SecoisolariciresinolDiglucoside
  • (R,R)-SECOISOLARICIRESINOLDIGLUCOSIDE
  • DTXSID40432760
  • CS-0100998
  • UNII-T9281L29MV
  • FlaxseedLigans(SDG)
  • 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 1,4-diglucoside
  • (2R,2'R,3S,3'S,4S,4'S,5R,5'R,6R,6'R)-6,6'-(((2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diyl)bis(oxy))bis(2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol)
  • (R,R)-Secoisolariciresinol diglucoside

MDL Number

MFCD03427692

Customs Code

2932999099

FAQ

What is (2R,3R)-4-(beta-D-Glucopyranosyloxy)-2,3-bis(4-hydroxy-3-methoxybenzyl)butyl beta-D-glucopyranoside (CAS: 148244-82-0)?

This compound is a complex glycoside with a molecular structure featuring two 4-hydroxy-3-methoxybenzyl groups attached to a butyl chain, which is further linked to a beta-D-glucopyranoside unit. It is known for its high molecular weight and polar nature, making it soluble in water and organic solvents. The compound exhibits specific stereochemistry with (2R,3R) configuration, which contributes to its biological activity and chemical stability.

What are the main uses of (2R,3R)-4-(beta-D-Glucopyranosyloxy)-2,3-bis(4-hydroxy-3-methoxybenzyl)butyl beta-D-glucopyranoside (CAS: 148244-82-0)?

This compound is primarily used in pharmaceutical research for its potential anti-inflammatory and antioxidant properties. It also finds applications in the development of natural products and as a structural analog for bioactive molecules. Its complex structure makes it useful in studying glycosidic linkages and their impact on biological functions.

Is (2R,3R)-4-(beta-D-Glucopyranosyloxy)-2,3-bis(4-hydroxy-3-methoxybenzyl)butyl beta-D-glucopyranoside (CAS: 148244-82-0) safe?

Safety data for this compound is limited, but as a glycoside, it is generally considered non-toxic in low concentrations. However, proper handling is recommended to avoid exposure to harmful solvents used in its synthesis. Protective measures such as gloves and ventilation should be used when working with it. It is important to follow safety guidelines specific to its form and application.

How should (2R,3R)-4-(beta-D-Glucopyranosyloxy)-2,3-bis(4-hydroxy-3-methoxybenzyl)butyl beta-D-glucopyranoside (CAS: 148244-82-0) be stored?

The compound should be stored in a cool, dry place away from light. It is best kept in a sealed container at a temperature below 25°C to maintain stability. Avoid exposure to moisture and high humidity to prevent degradation. Proper storage conditions are essential to preserve its chemical integrity and biological activity.

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